Vacation rentals with a pool in Jupiter Island

Waterfront with Dock & Pool, Hobe Sound Beach

Unwind at our waterfront retreat. Drop the water toys off the dock and explore the natural surroundings. Bring your 25' boat or rent nearby - Intracoastal Waterway with no fixed bridges allows Atlantic Ocean access via Jupiter or Stuart inlets. Pristine Hobe Sound Beach is less than a mile. Naturalists will love hiking, horseback riding and eco tours at Jonathan Dickinson Park. Walk to downtown Hobe Sound for antiquing, shopping, dining and live music. Central location for Spring Training games.

The Hidden Gem of Tequesta!

Come & enjoy this beautiful pool home in the heart of Tequesta. Impeccably maintained & tastefully decorated you are in the perfect location to take advantage of all our area has to offer. Enjoy a stroll to a coffee shop, or head out for dinner, grabbing an ice cream for walk home. Tequesta is highly sought after for good reason! The show stopper is the tropical & private backyard complete with pool, outdoor bathtub & dining area. FL living at its best! *Open to renting long term through 2026!

Mangrove Cove, Bring Your Boat on the Lox River!

Escape to this stunning 4-bedroom, 4-bathroom vacation home on the serene Loxahatchee River. Spanning 3,000 square feet, this nautically-themed retreat features a spacious kitchen with vaulted ceilings, a master suite with river views, and stylish coastal decor throughout. Enjoy outdoor fun with a sparkling pool, kayaks, paddle boards and a private mini putt putt course. Perfect for relaxation and adventure, this riverfront oasis offers it all! Book your stay today for an unforgettable getaway!

Tequesta Beach House | Heated Pool & Huge Yard

**NEW LISTING 3/2 pool home w/ HUGE private backyard in the heart of Tequesta! Only one mile away from water, this fully beautiful house is furnished & turnkey for your stay There is plenty of room for you & your guests to relax, lounge in the sun, cool off in the pool, and savor peace and quiet. Grill out and enjoy a calming sunset outdoor dinner. The air conditioned pool cabana offers privacy and shade; read a book, enjoy a cocktail, or take a long nap. So much value, so close to the beach

The Palm House

Escape to The Palm House! Featuring a brand new salt water pool, fountain, and outdoor kitchen oasis! Recently completed pool area is a tropical dream! Located just 15 minutes from the beach. Open concept great room with a chef’s kitchen and tropical views in every direction. Enjoy a true indoor outdoor South Florida experience with 20 foot sliders that open to the patio. Custom and modern touches in every room! You’ll love the lux built in bunkbeds! Stylish bedrooms with room to sleep 12.

Hobe Sound, Charming Cottage, Tropical Setting.

Charming 50s Style Cottage with a modern touch. Located on a quiet street in Old Hobe Sound. Steps to the Indian River and close to the beach ( 1.2 Mi.) New King Size bedding. Tropical "Zen" Garden in back. The heated pool is in a very private setting next to the cottage. Newly remodeled Bathroom, New Flooring throughout, and a new Mini-Split, Air Conditioner. The entire cottage is freshly painted. The cottage is half a block from the train tracks. This is part of the old Florida charm.

Hobe Hills Hideaway (a quiet beach town getaway)

Hobe Sound is a quiet beach town. Enjoy A quiet apartment/room with a private patio, entrance, parking space, and beautiful bathroom just off US1. We are on the North End of Johnathan Dickinson State Park (Mountain Biking, Hiking, Canoeing, and all kinds of wildlife to see!). We are a short drive to Blowing Rock, Coral Cove Park, Jupiter Beaches, The Jupiter Light House, and so much more! 10 minutes to Jupiter 20 minutes to Stuart 30 minutes to West Palm 40 minutes to PBI airport

Charming 4BR Beach Bungalow

Relax with the whole family at our tropical oasis that we lovingly refer to as “La Tortuga de Tequesta”. Enjoy your mornings at the beach, afternoons at our recently updated pool with hot tub, and grill for easy dinners. Relax in our spacious back yard with multiple seating areas including sun loungers and a conversation set. For the kids we have a bunk room, crib & high chair. Minutes from the beach, intracoastal, and local restaurants/bars in Tequesta and Jupiter.

The Cozy Cottage Haven

Make some memories at this unique and family-friendly cottage. This home is located in the prestigious sought after area of Jupiter, Fl. Minutes away from the Ocean & Beaches. Situated near shoppes, dining and watersport rentals. You can sleep 6 here with tons of space for entertaining. The entire home has been remodeled and professionally decorated. There is no design detail unturned for our guests! We also have a brand new Pool that was installed with heater.

Beautiful Pool Home with Spa, close to Beaches

Peaceful home with a pool, spa, outdoor shower that’s close to beaches and walking distance to the intercostal. This home features a custom built pool and spa, beautiful kitchen, outdoor patio with grill and landscaped back yard. There are many great restaurants and shopping nearby. There is a park just a short 5 minute walk where you will have access to the intercostal, tennis courts, and a small beach. The neighborhood is very quiet.

Private Oasis *heated pool and yard.

Forget your worries in this spacious and serene space. Beautifully decorated with all the comforts of home. Enjoy the private backyard with a screened in heated pool surrounded by tropical trees. Space to park your boat. Inquire about longer than weekly rental rates. There is a small apartment above the garage so that tenant shares driveway only. Secluded fenced in yard and Pool is not shared. The entire house and yard is yours.

Jupiter Paradise Poolside Putting Retreat

Newly updated! Family friendly, spacious vacation home with your own private saltwater poolside retreat in the heart of Jupiter Florida. This 4BR home will accommodate your entire group (10) in modern comfort. While luxury inside the tropical patio, saltwater pool, and putt putt course await in your backyard. Outdoor grill, brick pizza oven, and game room with pool table. Only a few minute drive to local shopping or the beach.